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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 983805Generated: November 2, 2026

Phenylboronic Acid → HCID 22556974, compound

https://huagongshe.com/reaction/983805

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylboronic AcidHCID 66827—
Reactant3-bromo-2-hydroxy-5-methylbenzaldehydeHCID 2757015—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
SolventPotassium CarbonateHCID 11430—
ProductHCID 22556974HCID 2255697450.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 3-bromo-2-hydroxy-5-methylbenzaldehyde (0.30 g, 1.40 mmoles), phenyl boronic acid (0.20 g, 1.67 mmoles) and tetrakis(triphenylphosphine)palladium(0) (81 mg, 0.07 mmoles) in toluene (10 ml) and 2M K2CO3 (3 ml) was heated to 80° C. for 2 hr. The reaction mixture was cooled to ambient temperature, diluted with ether (100 ml) and washed with NaHCO3. The organic layer was dried (MgSO4), filtered and concentrated to yield a residue which was purified using flash chromatography (10% ethyl acetate/hexanes) to yield 0.15 g (49%) of the title compound as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06867200B1
Source datasetuspto-grants-2005_03
ORD IDord-cf82e8c79a044ef2bbf0875d9021a4bf
Source noteuspto-grants-2005_03